1-(3,5-dimethylphenyl)-6,8,9-trimethyl-9-phosphafluorene | 905292-24-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3,5-dimethylphenyl)-6,8,9-trimethyl-9-phosphafluorene
• 英文别名: 6-(3,5-Dimethylphenyl)-2,4,5-trimethylbenzo[b]phosphindole；6-(3,5-dimethylphenyl)-2,4,5-trimethylbenzo[b]phosphindole
• CAS: 905292-24-2
• 化学式: C₂₃H₂₃P
• 分子量: 330.409
• InChiKey: CNBMTAUEOIHRNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  diiron nonacarbonyl 、 1-(3,5-dimethylphenyl)-6,8,9-trimethyl-9-phosphafluorene 以 苯 为溶剂， 以76%的产率得到[Fe(CO)4(1-(3,5-dimethylphenyl)-6,8,9-trimethyl-9-phosphafluorene)]
  参考文献：
  名称：

  Facile Synthesis of Unsymmetrical 9-Phospha- and 9-Arsafluorenes

  摘要：

  Unsymmetrical 9-chloro-9-phosphafluorenes (dibenzophospholes) and 9-chloro-9-arsafluorenes (dibenzoarsoles) have been obtained by simple thermolysis of m-terphenyldichlorophosphines and -arsines in close to quantitative yields. The reaction temperatures are about 200 degrees C for the phosphines and 140 degrees C for the arsine, and the reactions are complete within 5 min. Alternatively, these compounds can be synthesized through an AlCl3-catalyzed Friedel Crafts type ring-closure reaction at low temperatures, but this method suffers from difficult workup procedures. The P(As)-Cl functionality is readily alkylated. Methylation of m-xylyl derivative 4 afforded 1-(3,5-dimethylphenyl)-6,8,9 trimethyl-9-phosphafluorene, 11. The latter compound formed the complexes 11, Fe(CO)(4), 12, and 11 center dot RuCl2(eta(6)-p-cymene), 13, indicating its good donor properties. The new compounds have been characterized by H-1, C-13 {1H}, and P-31 {H-1} NMR spectroscopy; mass spectrometry; and single-crystal X-ray crystallography in the case of 11, 12, and 13.

  DOI：

  10.1021/ic051976l

文献信息

• Facile Synthesis of Unsymmetrical 9-Phospha- and 9-Arsafluorenes
  作者：Armando A. Diaz、Jackie D. Young、Masood A. Khan、Rudolf J. Wehmschulte

  DOI：10.1021/ic051976l

  日期：2006.7.1

  Unsymmetrical 9-chloro-9-phosphafluorenes (dibenzophospholes) and 9-chloro-9-arsafluorenes (dibenzoarsoles) have been obtained by simple thermolysis of m-terphenyldichlorophosphines and -arsines in close to quantitative yields. The reaction temperatures are about 200 degrees C for the phosphines and 140 degrees C for the arsine, and the reactions are complete within 5 min. Alternatively, these compounds can be synthesized through an AlCl3-catalyzed Friedel Crafts type ring-closure reaction at low temperatures, but this method suffers from difficult workup procedures. The P(As)-Cl functionality is readily alkylated. Methylation of m-xylyl derivative 4 afforded 1-(3,5-dimethylphenyl)-6,8,9 trimethyl-9-phosphafluorene, 11. The latter compound formed the complexes 11, Fe(CO)(4), 12, and 11 center dot RuCl2(eta(6)-p-cymene), 13, indicating its good donor properties. The new compounds have been characterized by H-1, C-13 1H}, and P-31 H-1} NMR spectroscopy; mass spectrometry; and single-crystal X-ray crystallography in the case of 11, 12, and 13.